Efficient Addition Polymerization of Norbornene with Polar Norbornene Derivatives by Neutral Nickel(II) Catalysts

Ling Guo; Yan-Ping Zhang; Hong-Liang Mu; Li Pan; Kai-Ti Wang; Huan Gao; Bin Wang; Zhe Ma; Yue-Sheng Li

doi:10.1007/s10118-019-2292-2

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Efficient Addition Polymerization of Norbornene with Polar Norbornene Derivatives by Neutral Nickel(II) Catalysts

ARTICLE | Updated：2021-02-18

- Efficient Addition Polymerization of Norbornene with Polar Norbornene Derivatives by Neutral Nickel(II) Catalysts
- Efficient Addition Polymerization of Norbornene with Polar Norbornene Derivatives by Neutral Nickel(II) Catalysts
- Chinese Journal of Polymer Science 2019年37卷第12期页码：1215-1223
- Affiliations：
  
  a.Tianjin Key Lab of Composite & Functional Materials, School of Material Science and Engineering, Tianjin University, Tianjin 300350, China
  b.Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
  c.School of Materials Science and Engineering, Chongqing University of Technology, Chongqing 400054, China
  d.Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, China
- Author bio：
  
  lilypan@tju.edu.cn
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. 21574097 and 21690071).
- DOI：10.1007/s10118-019-2292-2
  中图分类号：
- 收稿：2019-04-18，
  
  修回：2019-5-7，
  
  录用：2019-5-14，
  
  网络首发：2019-06-27，
  
  纸质出版：2019-12
- Accepted：
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Guo, L.; Zhang, Y. P.; Mu, H. L.; Pan, L.; Wang, K. T.; Gao, H.; Wang, B.; Ma, Z.; Li, Y. S. Efficient addition polymerization of norbornene with polar norbornene derivatives by neutral nickel(II) catalysts. Chinese J. Polym. Sci. 2019, 37, 1215–1223.

Ling Guo, Yan-Ping Zhang, Hong-Liang Mu, et al. Efficient Addition Polymerization of Norbornene with Polar Norbornene Derivatives by Neutral Nickel(II) Catalysts[J]. Chinese Journal of Polymer Science, 2019, 37(12): 1215-1223.
Guo, L.; Zhang, Y. P.; Mu, H. L.; Pan, L.; Wang, K. T.; Gao, H.; Wang, B.; Ma, Z.; Li, Y. S. Efficient addition polymerization of norbornene with polar norbornene derivatives by neutral nickel(II) catalysts. Chinese J. Polym. Sci. 2019, 37, 1215–1223. DOI： 10.1007/s10118-019-2292-2.

Ling Guo, Yan-Ping Zhang, Hong-Liang Mu, et al. Efficient Addition Polymerization of Norbornene with Polar Norbornene Derivatives by Neutral Nickel(II) Catalysts[J]. Chinese Journal of Polymer Science, 2019, 37(12): 1215-1223. DOI： 10.1007/s10118-019-2292-2.

摘要

Abstract

A series of nickel complexes {

: [(2

)N＝CHC

O]Ni(Me)(Py)

: [(2

OCH

)N＝CHC

O]Ni(Me)(Py)

: [(2

Cl)N＝CHC

O]Ni(Me)(Py)

and

: [(2

)N＝CHC

O]Ni(Me)(Py)} based on

-ketiminato ligands bearing various electron-donating or electron-withdrawing substituents on the

para

-position of the aniline group were synthesized and unambiguously characterized. The X-ray crystallographic analysis showed that complexes

and

adopted a near-square-planar geometry

and the anilines bearing a

para

-OMe or ―CF

group were found to situate on the axial position of the metal center. All complexes exhibited high activities up to 1.25 × 10

–1.35 × 10

PNB

·mol

–1

·h

–1

toward norbornene (NBE) addition polymerization (conversion

91.2% in 2 min) under low loading of B(C

)

(B/Ni = 3) at 30 °C

affording polymers with high molecular weight up to 2.54 × 10

–3.18 × 10

. Different levels of decrease in catalytic activities could be observed for all catalysts as the reaction temperature increased;

bearing a strong electron-withdrawing ―CF

group showed the highest activity at 70 °C

while others exhibited notable decrease in catalytic activity with the raise in reaction temperature. Complexes

–

showed remarkable tolerance to polar groups and could efficiently promote the copolymerization of NBE with its polar derivatives

including NBE bearing small acetate and hydroxyl group

as well as bulky oligomers

yielding copolymers with high functional NBE incorporations. Novel NBE copolymers with high functional comonomer incorporations and improved solubility were obtained in high yields.

关键词

Keywords

references

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